Entries open
island

Sail the Odyssey: Ten Days Home to Ithaca on a Private Crewed Yacht

Photo · the feature
Prize value
$34,000
Ends in
 
Presented at — Demo Resort
The Long Way Home

Troy had fallen and the war was over. Odysseus, king of a small rocky island called Ithaca, turned his ships for home — a voyage of perhaps two weeks. It took him ten years.

A storm off Cape Malea blew him past the edge of the known world. He lost men to a one-eyed giant in a cave and escaped by clinging to the belly of a ram. He was handed a leather bag holding every wind but the one that would carry him home, and his crew, certain it was gold, opened it within sight of Ithaca's fires. A sorceress turned his men into swine on her island and then, relenting, kept him a year. He sailed past the Sirens lashed to his own mast with wax in his sailors' ears, because he wanted to hear the song and live. He threaded the strait between a whirlpool and a six-headed cliff, and lost six men doing it. He spent seven years on Calypso's island, weeping on the shore each morning at a goddess's offer of immortality he would not take, because it was not Ithaca.

When he finally washed up on the Phaeacian coast — the island we now call Corfu — he had nothing left: no ship, no crew, no name he was willing to give. The Phaeacians fed him, listened to the whole impossible story, loaded him with gifts and sailed him home in a single night, asleep on the deck. He woke on a beach he did not recognise, in the country he had crossed the world to reach.

This voyage sails that last leg — Corfu to Ithaca — in ten unhurried days, on a yacht with a chef aboard and no giants whatsoever.

Demo Resort
$34,000
Prize value
Demo Resort
Resort
island
Category
Why This Voyage
I

Your Own Crewed Yacht

A 20-metre sailing catamaran for just the two of you, with skipper, hostess and private chef. No fixed schedule — if a cove is empty and the water is right, you stay.
II

Walk the Real Ithaca

A private morning with a local archaeologist on the northern ridge above Stavros, at the Bronze Age site many believe was Odysseus's own hall.
III

Anchorages, Not Hotels

Swim off the stern at dawn in water no road reaches. Dinner on deck as the light goes violet over Kefalonia, then sleep to the sound of the anchor chain.
Itemised value

What the Voyage Is Worth

Ultra-Luxe
9 nights aboard a private crewed sailing catamaran for two
$19,500
Exclusive
Skipper, hostess and private chef, all meals and drinks aboard
$6,200
Premium
Round-trip business-class flights for two to Corfu
$5,400
Luxe
Harbour suite in Corfu Old Town the night before boarding
$1,100
VIP
Archaeologist-led private walk on Ithaca and Robola winery tasting
$1,000
Included
Fuel, port and mooring fees, water toys and all transfers
$800
Total prize value
$34,000
What's Included
  • Round-trip business-class airfare for two into Corfu and out of Kefalonia
  • One night in a harbour-view suite in Corfu Old Town before boarding
  • 9 nights aboard a private 20-metre crewed sailing catamaran, two guests only
  • Full crew throughout: skipper, hostess and private chef
  • All meals aboard, house wine, beer and soft drinks, and a welcome dinner ashore in Fiskardo
  • Private archaeologist-led morning walk to the Bronze Age site above Stavros on Ithaca
  • Robola winery tasting on the slopes of Mount Ainos, Kefalonia
  • Paddleboards, sea kayaks, snorkelling gear and a tender for shore runs
  • All fuel, port and mooring fees, cruising taxes and airport transfers
In 10 chapters

Ten Days, Following the Wake

  1. Day 1

    Corfu — The Phaeacian Shore

    Land in Corfu and settle into a harbour-view suite in the old town. This was Scheria, where the shipwrecked Odysseus was found on the beach by the princess Nausicaa. Dinner in the Venetian lanes under the fortress.
  2. Day 2

    Aboard, and South

    Board your catamaran at midday, meet the crew, and sail south along the green Corfiot coast. First swim stop before dusk, first dinner on deck.
  3. Day 3

    Paxos and the Blue Caves

    A short crossing to Paxos, then the sea caves and white cliffs of Antipaxos. Anchor in water so clear the shadow of the hull sits on the seabed ten metres down.
  4. Day 4

    Parga and the Mainland Coast

    Sail to the amphitheatre bay of Parga beneath its castle. Afternoon ashore, or stay aboard and let the tender run you to an empty beach.
  5. Day 5

    Lefkada and the Narrow Channel

    North into the Lefkada channel, past salt flats and windmill ruins. Anchor off Meganisi in the evening — goat bells on the hillside, nothing else.
  6. Day 6

    Ithaca — Landfall

    The crossing every day has been building toward. Enter the deep harbour of Vathy the way ships have entered it for three thousand years, and go ashore in the town that keeps his name.
  7. Day 7

    Ithaca — The Ridge Above Stavros

    An early private walk with a local archaeologist to the Bronze Age terraces many identify as Odysseus's hall. Afternoon at Polis Bay, where the votive tripods were found in a cave.
  8. Day 8

    Fiskardo, Kefalonia

    A morning sail to the one Kefalonian village the 1953 earthquake spared. Pastel Venetian houses, a harbour full of masts, and a long dinner ashore.
  9. Day 9

    Mount Ainos and the Robola Slopes

    Inland to the high vineyards for a tasting of Robola, the sharp white grown on bare limestone. Back aboard for a last night at anchor.
  10. Day 10

    Home Winds

    A slow final breakfast on deck, then the short transfer to Kefalonia airport and your flight home — considerably faster than his.

The Ionian, Ten Days Deep

The Gallery
Plate I
Plate II
Plate III
Plate IV
Plate V
Plate VI
Plate VII
Corfu to Ithaca, by Sea

Ithaca, Ionian Islands, Greece

Ithaca, Ionian Islands, Greece

The homeward leg, as a mariner might have charted it: north from the Phaeacian shore, down through the islands, to the harbour he spent twenty years trying to reach.

By the numbers
18+ Years of AgeNo purchase necessary to enterVoid where prohibited
How to enter

Three ways to win

The invitation stands

It Took Him Ten Years. It Takes You One Entry.

Enter free for the chance to sail Corfu to Ithaca on a private crewed yacht — a $34,000 voyage for two.

Prize value — $34,000

Loading…

18+ · No purchase necessary
Particulars

Official Rules & FAQ

Is a purchase required to enter or win?

No. No purchase or payment of any kind is necessary to enter or win, and a purchase will not improve your chances of winning.

Who is eligible?

Open to legal residents aged 18 or over at the time of entry. Void where prohibited by law.

What exactly does the prize cover?

Business-class flights for two, one hotel night in Corfu, nine nights aboard a private crewed sailing catamaran with skipper, hostess and chef, all meals and standard drinks aboard, one dinner ashore, the Ithaca archaeology walk, the Kefalonia winery tasting, water sports equipment, and all fuel, mooring fees, cruising taxes and transfers. Personal spending, travel insurance, visas and anything not listed are the winner's responsibility.

Do I need sailing experience?

None at all. The yacht is fully crewed — a professional skipper handles the sailing and navigation throughout, and you are a guest aboard.

When can the voyage be taken?

The voyage is scheduled with the operator subject to availability within the Ionian sailing season, and dates are confirmed with the winner after verification. It is not transferable and has no cash alternative.